U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C27H29ClN6O2
Molecular Weight 505.011
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Y-320

SMILES

CC1=C(C=NN1C2=CC=C(Cl)C=C2)C(=O)NC3=CC(C#N)=C(C=C3)N4CCC(CC4)N5CCOCC5

InChI

InChIKey=BWZNJVZTAWBIFG-UHFFFAOYSA-N
InChI=1S/C27H29ClN6O2/c1-19-25(18-30-34(19)24-5-2-21(28)3-6-24)27(35)31-22-4-7-26(20(16-22)17-29)33-10-8-23(9-11-33)32-12-14-36-15-13-32/h2-7,16,18,23H,8-15H2,1H3,(H,31,35)

HIDE SMILES / InChI

Molecular Formula C27H29ClN6O2
Molecular Weight 505.011
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Interleukin (IL)-15 and IL-17 are thought to play an important role in the pathogenesis of rheumatoid arthritis (RA) because both pro-inflammatory cytokines are found in synovial fluid of RA patients. Y-320 is an orally active a new phenylpyrazoleanilide immunomodulator which inhibits IL-17 production by CD4 T cells stimulated with IL-15, providing a useful therapy for RA.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P40933
Gene ID: 3600.0
Gene Symbol: IL15
Target Organism: Homo sapiens (Human)
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
[A new orally active anti-rheumatic drug targets IL-15 and IL-17].
2007 Oct
Patents

Patents

Sample Use Guides

in mice: 0.3 to 3 mg/kg orally
Route of Administration: Oral
In human peripheral blood CD4 T cells, a significant level of IL-17 was produced by stimulation with rh-IL-15 (3 to 100 ng/mL). Y-320 (10 to 300 nM) significantly inhibited IL-17 production by human CD4 T cells stimulated with rh-IL-15 (100 ng/mL) with an IC50 value of 57.4 nM. These results clearly indicate that Y-320 inhibits IL-17 production from human CD4 T cells including Th17 cells and memory type CD4 T cells stimulated with IL-15.
Substance Class Chemical
Created
by admin
on Sat Dec 16 17:13:25 GMT 2023
Edited
by admin
on Sat Dec 16 17:13:25 GMT 2023
Record UNII
82S7NR4B46
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
Y-320
Code English
1-(4-CHLOROPHENYL)-N-(3-CYANO-4-(4-MORPHOLIN-4-YLPIPERIDIN-1-YL)PHENYL)-5-METHYLPYRAZOLE-4-CARBOXAMIDE
Systematic Name English
1H-PYRAZOLE-4-CARBOXAMIDE, 1-(4-CHLOROPHENYL)-N-(3-CYANO-4-(4-(4-MORPHOLINYL)-1-PIPERIDINYL)PHENYL)-5-METHYL-
Systematic Name English
1-(4-CHLOROPHENYL)-N-(3-CYANO-4-(4-(4-MORPHOLINYL)-1-PIPERIDINYL)PHENYL)-5-METHYL-1H-PYRAZOLE-4-CARBOXAMIDE
Systematic Name English
Code System Code Type Description
FDA UNII
82S7NR4B46
Created by admin on Sat Dec 16 17:13:25 GMT 2023 , Edited by admin on Sat Dec 16 17:13:25 GMT 2023
PRIMARY
EPA CompTox
DTXSID101031899
Created by admin on Sat Dec 16 17:13:25 GMT 2023 , Edited by admin on Sat Dec 16 17:13:25 GMT 2023
PRIMARY
CAS
288250-47-5
Created by admin on Sat Dec 16 17:13:25 GMT 2023 , Edited by admin on Sat Dec 16 17:13:25 GMT 2023
PRIMARY
WIKIPEDIA
Y-320
Created by admin on Sat Dec 16 17:13:25 GMT 2023 , Edited by admin on Sat Dec 16 17:13:25 GMT 2023
PRIMARY
PUBCHEM
22227931
Created by admin on Sat Dec 16 17:13:25 GMT 2023 , Edited by admin on Sat Dec 16 17:13:25 GMT 2023
PRIMARY